Jatrorrhizine Chloride
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 540240

CAS#: 6681-15-8 (chloride)

Description: Jatrorrhizine Chloride is a AChE inhibitor found in Corydalis and Coptydis. It increases expression of p21 and p27 and induces cell cycle arrest in melanoma cells, suppresses amyloid-β-induced toxicity in neurons, inhibits growth of Plasmodium, Leishmania, and Trypanosoma, and increases gastric emptying rates.


Price and Availability

Size
Price

10mg
USD 250
Size
Price

20mg
USD 450
Size
Price

Jatrorrhizine Chloride, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 540240
Name: Jatrorrhizine Chloride
CAS#: 6681-15-8 (chloride)
Chemical Formula: C20H20ClNO4
Exact Mass: 373.1081
Molecular Weight: 373.83
Elemental Analysis: C, 64.26; H, 5.39; Cl, 9.48; N, 3.75; O, 17.12


Related CAS #: 3621-38-3 (cation)   6681-15-8 (chloride)    

Synonym: Jatrorrhizine; Jatrorrhizine Chloride

IUPAC/Chemical Name: 3-hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolin-7-ium chloride

InChi Key: JKMUUZMCSNHBAX-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H19NO4.ClH/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3;/h4-5,8-11H,6-7H2,1-3H3;1H

SMILES Code: OC1=CC2=C(C3=[N+](CC2)C=C4C(OC)=C(OC)C=CC4=C3)C=C1OC.[Cl-]


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Shi R, Zhou H, Ma B, Ma Y, Wu D, Wang X, Luo H, Cheng N. Pharmacokinetics and metabolism of jatrorrhizine, a gastric prokinetic drug candidate. Biopharm Drug Dispos. 2012 Apr;33(3):135-45. doi: 10.1002/bdd.1779. Epub 2012 Mar 16. PubMed PMID: 22344858.

2: Zhang B, Cao A, Zhou J, Hu Z, Wu D. Effect of jatrorrhizine on delayed gastrointestinal transit in rat postoperative ileus. J Pharm Pharmacol. 2012 Mar;64(3):413-9. doi: 10.1111/j.2042-7158.2011.01407.x. Epub 2011 Nov 13. PubMed PMID: 22309273.

3: Wu H, He K, Wang Y, Xue D, Ning N, Zou Z, Ye X, Li X, Wang D, Pang J. The antihypercholesterolemic effect of jatrorrhizine isolated from Rhizoma Coptidis. Phytomedicine. 2014 Sep 25;21(11):1373-81. doi: 10.1016/j.phymed.2014.05.002. Epub 2014 Jun 2. PubMed PMID: 24894270.

4: Luo T, Zhang H, Zhang WW, Huang JT, Song EL, Chen SG, He F, Xu J, Wang HQ. Neuroprotective effect of Jatrorrhizine on hydrogen peroxide-induced cell injury and its potential mechanisms in PC12 cells. Neurosci Lett. 2011 Jul 12;498(3):227-31. doi: 10.1016/j.neulet.2011.05.017. Epub 2011 May 13. PubMed PMID: 21605627.

5: Feng YM, Xu KM. [Extraction and isolation of jatrorrhizine choride in the preparation of berberine chloride]. Zhongguo Zhong Yao Za Zhi. 1989 Jan;14(1):29-30, 63. Chinese. PubMed PMID: 2504188.

6: Yuan J, Zhou J, Hu Z, Ji G, Xie J, Wu D. The effects of jatrorrhizine on contractile responses of rat ileum. Eur J Pharmacol. 2011 Aug 1;663(1-3):74-9. doi: 10.1016/j.ejphar.2011.05.002. Epub 2011 May 11. PubMed PMID: 21596029.

7: Ye Z, Li Y, Wen J, Li K, Ye B. Study of the voltammetric behavior of jatrorrhizine and its sensitive determination at electrochemical pretreatment glassy carbon electrode. Talanta. 2014 Aug;126:38-45. doi: 10.1016/j.talanta.2014.03.026. Epub 2014 Mar 21. PubMed PMID: 24881532.

8: Tan Z, Zhu R, Shi R, Zhong J, Ma Y, Wang C, Wang X, Cheng N. Involvement of rat organic cation transporter 2 in the renal uptake of jatrorrhizine. J Pharm Sci. 2013 Apr;102(4):1333-42. doi: 10.1002/jps.23432. Epub 2012 Dec 21. PubMed PMID: 23280813.

9: Mi R, Hu YJ, Fan XY, Ouyang Y, Bai AM. Exploring the site-selective binding of jatrorrhizine to human serum albumin: spectroscopic and molecular modeling approaches. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jan 3;117:163-9. doi: 10.1016/j.saa.2013.08.013. Epub 2013 Aug 12. PubMed PMID: 23988532.

10: Zhou H, Shi R, Ma B, Ma Y, Wang C, Wu D, Wang X, Cheng N. CYP450 1A2 and multiple UGT1A isoforms are responsible for jatrorrhizine metabolism in human liver microsomes. Biopharm Drug Dispos. 2013 Apr;34(3):176-85. doi: 10.1002/bdd.1835. Epub 2013 Feb 5. PubMed PMID: 23299247.

11: Li J, Li J, Jiao Y, Dong C. Spectroscopic analysis and molecular modeling on the interaction of jatrorrhizine with human serum albumin (HSA). Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jan 24;118:48-54. doi: 10.1016/j.saa.2013.07.029. Epub 2013 Jul 27. PubMed PMID: 24036307.

12: Luo T, Jiang W, Kong Y, Li S, He F, Xu J, Wang HQ. The protective effects of jatrorrhizine on β-amyloid (25-35)-induced neurotoxicity in rat cortical neurons. CNS Neurol Disord Drug Targets. 2012 Dec;11(8):1030-7. PubMed PMID: 23244426.

13: Zhang Y, Wu W, Han F, Chen Y. LC/MS/MS for identification of in vivo and in vitro metabolites of jatrorrhizine. Biomed Chromatogr. 2008 Dec;22(12):1360-7. doi: 10.1002/bmc.1066. PubMed PMID: 18651596.

14: Zhang Q, Cai L, Zhong G, Luo W. [Simultaneous determination of jatrorrhizine, palmatine, berberine, and obacunone in Phellodendri Amurensis Cortex by RP-HPLC]. Zhongguo Zhong Yao Za Zhi. 2010 Aug;35(16):2061-4. Chinese. PubMed PMID: 21046728.

15: Li Y, He W, Liu J, Sheng F, Hu Z, Chen X. Binding of the bioactive component jatrorrhizine to human serum albumin. Biochim Biophys Acta. 2005 Feb 11;1722(1):15-21. Epub 2004 Dec 8. PubMed PMID: 15715992.

16: Jiang W, Duan WB, Li S, Shen XY, Zhou Y, Luo T, He F, Xu J, Wang HQ. Jatrorrhizine Protects Against Okadaic Acid Induced Oxidative Toxicity Through Inhibiting the Mitogen-Activated Protein Kinases Pathways in HT22 Hippocampal Neurons. CNS Neurol Disord Drug Targets. 2015;14(10):1334-42. PubMed PMID: 26295822.

17: Dai KJ, Luo QZ, Luo JB, Ma AD. High-performance capillary electrophoresis for determining the contents of berberine, jatrorrhizine and palmatine in Gegenqinlian decoction. Di Yi Jun Yi Da Xue Xue Bao. 2003 Jul;23(7):683-5. PubMed PMID: 12865220.

18: Luo T, Shen X, Li S, Ouyang T, Wang H. The Protective Effect of Jatrorrhizine against Oxidative Stress in Primary Rat Cortical Neurons. CNS Neurol Disord Drug Targets. 2016 Jul 10. [Epub ahead of print] PubMed PMID: 27401065.

19: Liu R, Cao Z, Pan Y, Zhang G, Yang P, Guo P, Zhou Q. Jatrorrhizine hydrochloride inhibits the proliferation and neovascularization of C8161 metastatic melanoma cells. Anticancer Drugs. 2013 Aug;24(7):667-76. doi: 10.1097/CAD.0b013e328361ab28. PubMed PMID: 23695011.

20: Liu F, Li Z, Shi X, Zhong M. Determination of berberine, palmatine and jatrorrhizine in rabbit plasma by liquid chromatography-electrospray ionization-mass spectrometry. J Pharm Biomed Anal. 2011 Dec 15;56(5):1006-15. doi: 10.1016/j.jpba.2011.08.001. Epub 2011 Aug 5. PubMed PMID: 21890297.